Dog Boarding Leland

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Over 4
pet parents in Leland have booked dog boarding

Leland, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 88 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“Edith was amazing, she gave great updates and my pups were very happy to be with her wail I was out of town. Would definitely recommend her if you are in need of a dog sitter!”

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Carrie L.
Sitter Profile Image: Daria N.
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Daria N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
6 years of experience
Loganville, WI, 53943

“Very attentive and communicative with pictures and updates. Toffee (golden) got along with their puppy Zeus and was super cute all the interactions I got to see via photos. 10/10 would book again to watch the baby boy.”

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John F.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 92 reviews
19 repeat clients
15 years of experience
Wisconsin Dells, WI, 53965

“Bethany was amazing! She watched my little Archie for a long weekend and made our getaway more enjoyable by not having to worry about our fur baby! Will definitely be using her again!”

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Alisha H.
Sitter Profile Image: Homa & Matt K.
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Homa & Matt K.
from
$49
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Reedsburg, WI, 53959

“Homa and Matt took in our dog Angus and treated him as family. They have a 2 year old that chased and played with him like their other dog. Angus did not even notice us leaving. Homa sent pictures every day showing a happy dog so we could relax and enjoy our time away. I highly recommend this beautiful place with a spacious yard and loving environment for any dog.”

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Rosemary Y.
Sitter Profile Image: Gina S.
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Gina S.
from
$36
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”

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Samarashay S.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$45
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
10 years of experience
Verona, WI, 53593

“My husband and I were looking for a new pet sitter after our recent move, and we are so happy we found Sarah and her family! Sarah was great about making sure our dog (Colby) had the space and time to meet her dog (Wolfgang) and the members of her family as well as get adjusted to being in a new home. Sarah asked about Colby’s schedule, quirks, and any other important information regarding his care, and she sent pictures and updates on how Colby was doing during his stay. We are so thankful that Colby’s first pet sitting experience post-move was such a positive one, and we know Colby will be so excited for the next time he gets to stay with Sarah and her family! We highly recommend Sarah as a pet sitter if you are looking for someone!”

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Rebecca Z.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 229 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“We had a wonderful experience with Cleda looking after Penny. Cleda was so helpful with us getting Penny set up in new surroundings and kept us reassured with pictures and updates. We will definitely come back again as Penny had a great time! Would definitely recommend!”

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Seán & Leticia W.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
25 years of experience
Portage, WI, 53901

“I have had Alissa watch my dog twice and would definitely use her again! My dog is shy with new people and he took to her right away. Great review from my dog too!! I feel my dog is well cared for and loved. Alissa responds quickly with booking and any questions or concerns.”

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Karen T.
Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Jamie H.
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Jamie H.
from
$45
per night
19 years of experience
Waunakee, WI, 53597

About: Going out of town? Working long hours? Need someone you can trust with your furry family member? Hi! I’m Jamie, and I’d love to care for your dog like they’re one of my own. I know how important it is to find someone dependable, patient, and loving, and my goal is to make sure both you and your pup feel completely comfortable. 🐶 Services Offered: • Dog sitting • Drop-in visits • Daily walks • Feeding & fresh water • Playtime and lots of attention • Medication (if needed) • Photo and video updates while you’re away ❤️ Why Choose Me? ✔ Reliable and responsible ✔ Calm, patient, and caring ✔ Flexible scheduling ✔ Affordable rates ✔ Every dog receives one-on-one love and attention Whether your dog loves long walks, playing fetch, or just curling up for belly rubs, I’ll make sure they feel safe, happy, and loved while you’re away. 📍Serving the local area. Message me today to ask questions, check availability, or schedule a free meet-and-greet. I’d love to meet you and your pup! 🐾 As a stay-at-home mom, I’m home most of the day, which allows me to give your pets plenty of love, attention, and companionship. Pet care naturally fits into my daily routine because I’m already home and able to provide frequent potty breaks, walks, playtime, feeding, and lots of cuddles. I treat every pet like part of the family and want them to feel safe, comfortable, and cared for while you’re away. I’m happy to work with your pet’s normal routine and give them the individual attention they’re used to receiving at home. Whether caring for your pet in my home or visiting your home, I follow your instructions and respect your pet’s normal routine. I make sure they have fresh water, meals on schedule, potty breaks, exercise, playtime, and lots of love and attention. I also take care to keep doors, gates, and other areas secure so your pet stays safe.

Sitter Profile Image: Sam R.
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Sam R.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Loganville, WI, 53943

“I had a great experience and my dog loved playing with her dogs! Super friendly people and dogs, easy to communicate with and a great space. If I am back in that area I will definitely try and bring Carlos there again”

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Katie A.
Sitter Profile Image: Abigail O.
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Abigail O.
from
$100
per night
8 years of experience
Black Earth, WI, 53515

About: I’m a full-time professional dog trainer and owner of Big Dog Status LLC, with over 8 years of experience working with animals, including 4 years in veterinary care. I hold a B.S. in Animal Science from the University of New Hampshire and am certified in animal CPR and First Aid. My background goes well beyond basic pet care! I specialize in canine behavior, including reactivity, anxiety, aggression, puppy development, and obedience training. I'm comfortable caring for dogs of all breeds, sizes, ages, and temperaments, including those who may need a little extra patience or structure. Whether your dog is a young puppy learning the ropes, a senior needing attentive care, or a dog with behavioral challenges, my goal is to provide safe, knowledgeable, and individualized care while you're away. I work Big Dog Status full time. So I am very flexible with the schedule and can tailor things to you and your dogs needs As a professional dog trainer with a background in veterinary care and canine behavior, I strive to provide more than your average boarding experience! My goal is to make your dog's stay feel like their own little vacation, with plenty of adventure, enrichment, and individualized attention. Dogs in my care enjoy daily hikes and outdoor adventures for a minimum of one hour, along with opportunities for structured play, mental enrichment, and training throughout their stay. Whether we're practicing leash manners, reinforcing basic obedience, exploring new trails, or enjoying some downtime, I tailor each dog's activities to their individual needs and abilities. Safety and structure are extremely important to me. All dogs boarding in my home must be crate trained and comfortable settling in a crate, as crates are used for safe, uninterrupted downtime throughout the day. I provide appropriate supervision, carefully manage interactions, and never force dogs to socialize. For the safety and comfort of everyone, I do not accept dogs with aggression or separation anxiety for in-home boarding. I keep my boarding numbers limited so every dog receives personalized care rather than getting lost in a large group. Owners can expect regular photo updates, clear communication, and peace of mind knowing their dog is being cared for by an experienced professional. When caring for pets in a client's home, I maintain their established routines, training expectations, and household rules while providing the same level of attentive, individualized care. My goal is simple: Your dog comes home happy, fulfilled, and well cared for, with plenty of adventures to tell you about!

Sitter Profile Image: Karen C.
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Karen C.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
1 year of experience
Middleton, WI, 53562

“Karen is an amazing sitter. She always send pictures and update me with all the activities she and her daughter were doing with the dogs. She followed all my requests about how she can take care of my dogs and I would recommend her for anyone who’s looking for a sitter.”

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Maricel L.
Sitter Profile Image: Autumn P.
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Autumn P.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53597

“Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.”

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Kenadie S.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$28
per night
10 years of experience
Mount horeb, WI, 53572

About: I've cared for dogs for over 10 years and cats for 19. I grew up with dogs, and in spring 2026 I adopted a 105 lb Great Dane/Boxer mix who's now a senior, so I'm comfortable with large and giant breeds, and with older dogs who need a gentler pace, joint-friendly walks, and close attention to changes in health. I also have a mischievous cat, Monkey, who’s become a senior himself. I have cared for rabbits, gerbils, quail, and mice, so I'm used to adjusting routines, diets, and handling to each animal's needs. I’m currently working from home part time and have two school age children, so I’m most available in the mornings and early afternoon during the week, with more availability during weekends and some ability to drop in during evenings and nights. Fully fenced back yard. Resident dog (large, senior, male) and cat. Children in the home. I love taking dogs for walks, playing with your pet, and giving them snuggles.

Sitter Profile Image: Milanne D.
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Milanne D.
from
$55
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

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The median cost per night for dog boarding in Leland is $45

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Leland

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Leland average 6
repeat dog boarding clients

FAQs for Dog Boarding - Leland

Frequently asked questions about Rover

The average cost of Dog Boarding in Leland is $51 per night as of November 2026. Most bookings cost between $46 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 118 sitters on Rover offering Dog Boarding across Leland. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

89% of sitters in Leland can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Leland home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Leland.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Leland. On Rover:

  • 86% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 89% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Leland sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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